PlantaeDB Logo
Login Sign-up

3-(4-hydroxyphenyl)-8-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 21893472-df15-44f6-83cb-026735fc4a89
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid C-glycosides
IUPAC Name 3-(4-hydroxyphenyl)-8-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)C(=CO3)C4=CC=C(C=C4)O)C5C(C(C(C(O5)CO)O)O)O)O)O)O
SMILES (Isomeric) C1[C@H]([C@@H]([C@H]([C@H](O1)OC2=C(C3=C(C=C2)C(=O)C(=CO3)C4=CC=C(C=C4)O)[C@H]5[C@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O)O)O)O
InChI InChI=1S/C26H28O13/c27-7-16-20(32)21(33)22(34)25(38-16)17-15(39-26-23(35)19(31)14(29)9-37-26)6-5-12-18(30)13(8-36-24(12)17)10-1-3-11(28)4-2-10/h1-6,8,14,16,19-23,25-29,31-35H,7,9H2/t14-,16+,19+,20-,21+,22+,23-,25+,26-/m1/s1
InChI Key NAAXIGQVODQJOV-CDVQCXJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H28O13
Molecular Weight 548.50 g/mol
Exact Mass 548.15299094 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -1.50
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-(4-hydroxyphenyl)-8-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5110 51.10%
Caco-2 - 0.9355 93.55%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.4988 49.88%
OATP2B1 inhibitior - 0.6950 69.50%
OATP1B1 inhibitior + 0.8973 89.73%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6205 62.05%
P-glycoprotein inhibitior - 0.6146 61.46%
P-glycoprotein substrate - 0.7585 75.85%
CYP3A4 substrate + 0.6621 66.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8427 84.27%
CYP3A4 inhibition - 0.9373 93.73%
CYP2C9 inhibition - 0.9644 96.44%
CYP2C19 inhibition - 0.9395 93.95%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.9304 93.04%
CYP2C8 inhibition + 0.7181 71.81%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6882 68.82%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9104 91.04%
Skin irritation - 0.8205 82.05%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4150 41.50%
Micronuclear + 0.6433 64.33%
Hepatotoxicity + 0.5953 59.53%
skin sensitisation - 0.9071 90.71%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7412 74.12%
Acute Oral Toxicity (c) III 0.4508 45.08%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.7110 71.10%
Thyroid receptor binding + 0.5210 52.10%
Glucocorticoid receptor binding - 0.4835 48.35%
Aromatase binding + 0.6008 60.08%
PPAR gamma + 0.7963 79.63%
Honey bee toxicity - 0.6979 69.79%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity + 0.7253 72.53%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.52% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.93% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.39% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.21% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.99% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.91% 96.21%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.39% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.91% 86.92%
CHEMBL4040 P28482 MAP kinase ERK2 87.89% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.86% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.32% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.64% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.81% 86.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.54% 95.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.72% 99.23%
CHEMBL242 Q92731 Estrogen receptor beta 81.64% 98.35%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.56% 95.53%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.34% 91.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.23% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.77% 95.89%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 11968869
NPASS NPC97161